Cyclobutane reacts with bromine to give bromocyclobutane, but bicyclobutane reacts with bromine to give 1,3-dibromocyclobutane. Account for the differences between the reactions of these two compounds. heat + Br2 -Br + HBr Cyclobutane Bromocyclobutane heat Br2 Br Br Bicyclobutane 1,3-Dibromocyclobutane

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter8: Haloalkanes, Halogenation, And Radical Reactions
Section: Chapter Questions
Problem 8.24P
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Cyclobutane reacts with bromine to give bromocyclobutane, but bicyclobutane reacts
with bromine to give 1,3-dibromocyclobutane. Account for the differences between the
reactions of these two compounds.
heat
+ Br2
-Br + HBr
Cyclobutane
Bromocyclobutane
heat
Br2
Br
Br
Bicyclobutane
1,3-Dibromocyclobutane
Transcribed Image Text:Cyclobutane reacts with bromine to give bromocyclobutane, but bicyclobutane reacts with bromine to give 1,3-dibromocyclobutane. Account for the differences between the reactions of these two compounds. heat + Br2 -Br + HBr Cyclobutane Bromocyclobutane heat Br2 Br Br Bicyclobutane 1,3-Dibromocyclobutane
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